Antagonist

Massimo Torini a high-ranking member of the Sicilian Mafia who are attempting to take control of Liberty City and pretending to unite the mafia families. Torini meets up with the Triads and Diablos, making deals to gain their support. However, Toni quickly learns of the plot and, after Salvatore is released from prison, Torini is killed by Salvatore and Toni after attempting to take the mayor hostage.Voiced by: Duccio Fagella.

Vincenzo Cilli is an up-and-coming high-ranking member of the Leone Crime Family who has taken advantage of Toni being away from Liberty. However, when Toni does return he is placed under Vincenzo, with Vincenzo making Toni’s life a living hell. Toni eventually stops working for Vincenzo. Toni later kills Vincenzo during a set-up designed to kill Toni.Voiced by: Joe Lo Truglio.

Joseph Daniel O’Toole runs Paulie's Revue Bar for the Sindacco Family who he turns on. After secretly joining the Leone Family, O’Toole begins to leak information to Toni, allowing him to counter attempts of weakening the Leone Family. Salvatore Leone eventually turns on O’Toole, having him killed during a ceremony to make him a 'made man'.Voiced by: Greg Wilson.

Ma Cipriani is the mother of Toni, who never believes her son is good enough. She frequently makes comparisons between Toni and his father and other men, whilst running her restaurant in Saint Mark's, Portland Island. Ma is unwittingly involved in the deaths of Giovanni Casa and Dan Sucho and even puts a hit on Toni, calling it off after he became a made man.Voiced by: Sondra James.Also appears in: Grand Theft Auto III.

Jane Hopper is the head manager of the Liberty City Trade Union and is helping the dock workers in their strike for saving the Ferry Service Liberty City. Salvatore had helped Hopper set up the strike, but she then turns on Salvatore, not allowing him access to the dock. Salvatore eventually has Toni scare Jane enough for her to comply with Salvatore’s wishes.Voiced by: Gordana Rashovich.

Maria Latore is the wife of Salvatore Leone and who befriends Toni. Her marriage to Salvatore is extremely rocky, with the pair unable to be in the same building with each without insults being thrown at the other. However, she is in love with Salvatore’s money and has become addicted to drugs, leading to her become involved in various dangerous situations and with Cedric Fotheringay.Voiced by: Fiona Gallagher.Also appears in Grand Theft Auto III and Grand Theft Auto: San Andreas.

Miles O’Donovan had stood in Mayoral elections prior to 1998, when he finally comes to power after beating Donald Love after the death of Roger C. Hole. O’Donovan begins a crack down on crime, in particular Salvatore Leone, who he has arrested. O'Donovan is kidnapped by the Sicilian Mafia but is rescued by Salvatore and Toni, with O'Donovan then under the thumb of Salvatore.Voiced by: John Braden.

Franco Forelli is the Don of the Forelli Family. Franco had controlled Roger Hole during his time as Mayor of Liberty City. However, Franco is being pushed on by the Sicilian Mafia to start a mob war with the Sindacco Family. Franco appears to still have power in the mayor’s office, even after Hole’s death. It is unclear whether Forelli was killed in the explosion that ripped through Fort Staunton.

Paulie Sindacco is the Don of the Sindacco Family and is rarely around for long, as he travels from Liberty City to Las Venturas numorous times. Paulie attempts to broker a truce between the Forellis and the Sindaccos, which is ruined by Toni, who gains control of his car. Toni later kills Paulie as Salvatore attempts to wipe out both the Forelli Family and the Sindacco Family.

Leon McAffrey is a bent police officer, who is more interested in material gains and causing crime than preventing crime. McAffrey helps Toni establish Leone Family domination in the mob war, also helping the Uptown Yardies to move into Staunton Island. However, when the police move in on Salvatore, McAffrey cuts all ties with Toni and the Leone Family.Voiced by: Ron Orbach.Also appears in: Grand Theft Auto III.

Ned Burner is a reporter for the Liberty Tree newspaper who disguises himself as a father at the church on Staunton Island. Burner has Toni do various jobs in order to generate news. Burner, however, digs too deep and witnesses Toni killing Avery Carrington. Toni later kills Burner, who’s body ends up on a plane with Donald Love, his remains being partly eaten.Voiced by: Peter Bradbury.

Toshiko Kasen is the wife of Kazuki Kasen, the leader of the Yakuza. Toshiko is angry, feeling she is nothing but a trophy wife and feels rejected by Kazuki. Toshiko hires Toni to weaken the Yakuza's standing in the city. Eventually, after running Kazuki through the mill, has Toni kill him. A guilt ridden Toshiko then commits suicide, wishing to be ‘truly’ free.Voiced by: Hana Moon.

Giovanni Casa in an Italian-American who runs a delicatessen in Chinatown. Ma Cipriani thinks highly of Casa, although Casa is seen experimenting with prostitutes. Toni eventually kills Casa, due to Ma’s extremely high opinion of him. Casa is cut up and sold as meat to his own delicatessen, although Ma still thinks more highly of Casa than Toni.Voiced by: Joel Jones.

Miguel is the leader of the Colombian Cartel gang who in 1998 is selling drugs in Liberty City, including to the Leone Family. Miguel meets Toni in a drugs trade, but the police ambush the deal, seemingly killing Miguel. However, Miguel survives and appears in Grand Theft Auto III.Also appears in: Grand Theft Auto III.

Mickey Hamfists is a Leone Family mobster and hit man, who kills Joseph Daniel O'Toole. Hamfists later takes Toni to the ceremony to make him a 'made man'. After Paulie’s Revue Bar goes out of business, Hamfists goes into business with Luigi Goterelli to start Luigi's Sex Club 7.Voiced by: Chris Tardio.Also appears in: Grand Theft Auto III.

Roger Hole is the Mayor of Liberty City, serving his third term in office. Hole is in the pocket of the Forelli Family and had been involved in many scandals over the years. Salvatore Leone blames Hole for the problems he’s facing and has Toni kill him whilst on his daily run in the park. Donald Love may have eaten his remains.

Rudyard is a member of the Uptown Yardies who ends up in a shoot out in an alleyway, after the Yardies had taken Newport from the Sindacco Family. Rudyard is shot in the shoot out but is taken to hospital, although it is unknown whether he survives.

John-O is a member of an unknown intelligence agency of the FBI, who was scheduled to meet an informant about steroid and drug use in sports. However, before John-O can make it to the meeting, Toni interrupts and steals a document.

Kazuki Kasen is the leader of the Yakuza gang and husband of Toshiko Kasen. He runs The Big Shot Casino after Paulie Sindacco is killed and is attempting to expand the operations of the Yakuza. However, his wife hires Toni ruin Kazuki’s life and weaken the Yakuza, before Toni kills him.Voiced by: Keenan Shimizu.

Avery Carrington is a property tycoon who is coming from either San Andreas or Vice City to Liberty City in order to start developing land in the city. Toni kills Avery Carrington in order for Donald Love to regain his fortune through property development.Also appears in: Grand Theft Auto: Vice City.

Uncle Leone is the leader of the Sicilian Mafia who appears after the murder of Massimo Torini and the defeat of the Sicilians. Uncle Leone makes peace with Salvatore, who does not trust him. However, Uncle Leone does mutter a warning to Salvatore, “Every dog has his day”, which came true when Claude kills Salvatore in Grand Theft Auto III, after Salvatore betrayed him.